两性霉素B一种未知杂质的分离、结构解析及活性研究

Isolation, structure elucidation and activity of an unknown impurity of amphotericin B.

作者信息

Li Jin, Zhu Hui-Qin, Li Jing-Yun, Jin Shao-Hong, Hu Chang-Qin

机构信息

National Institute for the Control of Pharmaceutical and Biological Products, P.R. China.

出版信息

J Antibiot (Tokyo). 2007 Apr;60(4):272-6. doi: 10.1038/ja.2007.34.

DOI:10.1038/ja.2007.34

PMID:17456979

Abstract

An unknown impurity named amphotericin B (2) (AmB(2)) isolated from amphotericin B (AmB) bulk material was identified as (1S,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36R,37S)-33-[(3-amino-3,6-dideoxy-beta-D-mannopyranosyl)oxy]-1-methyloxy-3,5,6,9,11,17,37-heptahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid according to the IUPAC. The structure was elucidated by various 1D and 2D NMR techniques, mass spectrometry and by comparison with the NMR data of AmB. Its activity against Candida albicans was evaluated by comparison with AmB.

摘要

从两性霉素B（AmB）原料药中分离出的一种名为两性霉素B（2）（AmB(2)）的未知杂质，根据国际纯粹与应用化学联合会（IUPAC）的命名法，被鉴定为(1S,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36R,37S)-33-[(3-氨基-3,6-二脱氧-β-D-甘露吡喃糖基)氧基]-1-甲氧基-3,5,6,9,11,17,37-七羟基-15,16,18-三甲基-13-氧代-14,39-二氧杂双环[33.3.1]三十九碳-19,21,23,25,27,29,31-七烯-36-羧酸。通过各种一维和二维核磁共振技术、质谱分析以及与AmB的核磁共振数据进行比较，阐明了其结构。通过与AmB比较，评估了其对白色念珠菌的活性。